Vacation rentals in Monsigliolo

4.99 out of 5 average rating, 155 reviews

Apartment in Cortona

Cortona’s Rooftop Nest

L’appartamento è sito in pieno centro storico proprio di fronte alla meravigliosa chiesa di San Francesco e a pochi passi dalla piazza principale.Arredato in stile country chic e dotato di tutti i comfort.Ospita 4 persone.Ventilatori nelle camer The apartment is located in the historic center right in front of the wonderful church of San Francesco and a few steps from the main square. Furnished in a country chic style and equipped with all comforts. It can host up to 4 people. Fan in the rooms.

4.96 out of 5 average rating, 165 reviews

Guesthouse in Macciano

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

4.92 out of 5 average rating, 157 reviews

House in the Cortona countryside

In ancient times, the workshop of the Cortonese village of Fratticciola. It consists of a double bedroom, kitchen and bathroom. Access from the street or internal courtyard. Recently renovated, respecting the tradition and materials of the Valdichiana. You must have a car to reach me and, since I am in a central location, you can reach many beautiful nearby towns just a few kilometers away such as: Cortona, Arezzo, Montepulciano, Pienza, Siena, Lake Trasimeno, Perugia, Assisi... and others.

Apartment in Montepulciano

4.94 out of 5 average rating, 194 reviews

I Tramonti di Eramo, Montepulciano city center.

Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historical center offers a breathtaking view of the surrounding countryside, giving an authentic and unforgettable experience. You can leave the house and taste the historic atmosphere of Montepulciano. Within walking distance you will have the extraordinary Piazza Grande, high quality restaurants and services of all kinds. Tuscany awaits you to experience unique emotions.

4.98 out of 5 average rating, 170 reviews

Condo in Cortona

Chicca: bright and panoramic in the historic center

Bright, delightful and welcoming apartment located right in the heart of the historic center of Cortona with an unforgettable view: the town hall on one side and Lake Trasimeno and the Valdichiana on the other. The apartment has been recently renovated and consists of a living room with sofa bed, a small kitchen, a double bedroom and two bathrooms. The apartment has WiFi, heating and air conditioning, a washing machine, oven, microwave, hairdryer and flat iron.

4.94 out of 5 average rating, 259 reviews

Vacation home in Cortona

La casina sulle Mura (with garden and spa jacuzzi)

La Casina è situata nella parte alta di Cortona, nella zona denominata "il Poggio". Si puo' giungere in auto fino al suo ingresso. Il Centro citta' e' raggiungibile a piedi in pochi minuti, percorrendo strade e vicoli caratteristici. Gode di una splendida vista su Cortona e la Valdichiana. E' facile parcheggiare nelle vicinanze. Gli ospiti che giungono in treno in una delle stazioni vicine, su richiesta, possono essere prelevati e accompagnati a destinazione.

4.99 out of 5 average rating, 123 reviews

Guesthouse in Perugia

Ethical house in Umbria

It is a 60 sqm annex suitable for couples who want to visit our region. We don't have a swimming pool but we have the truffle ground, the stream, the roe deer, porcupines, wild boars, our cats and the little dog Moti. In the garden, you will find herbs, fruit, and garden produce. Inside the cottage we rent, you will have our olive oil and helichrysum liqueur that we produce. We also produce saffron, but we sell it! Of course, pets are welcome!

4.97 out of 5 average rating, 164 reviews

Apartment in Cortona

CasaNella: bright, central and panoramic

Cozy, elegant and delightful apartment in the center of Cortona, with an enchanting view that sweeps from Lake Trasimeno to Valdichiana. Carefully furnished, it is the ideal place to spend a few days in this wonderful town. A short walk from the main road, but in a quiet and panoramic location. Free parking is a short distance away. Equipped with heating and air conditioning. High speed WiFi available. Great for smart working.

Farm stay in San Fatucchio

4.92 out of 5 average rating, 213 reviews

1 room apartments in farmhouse whit pool

At Borgo Solario we have 4 apartments of this type, with 1 bedroom. Those 4 apartments are on ground floor, in rustic tuscany style living room with furnished kitchenet, 1 bedroom, bathroom with shower and private and independent entry. The property has a 360° view over the valley and down to the Trasimeno lake. Garden with common pool in summer and play ground. MAX people 2, no kids under 12 years old.

4.94 out of 5 average rating, 202 reviews

Casa del Passerino

Apartment located inside a historic building in Cortona, dating back to the 1500s, overlooking the city's main square... Our property, while condemning the war, dissociates itself from all racist behavior towards the Russian and Belarusian population. At Casa del Passerino, people of these nationalities are welcome and will be treated the same as everyone else. We look forward to seeing you in Tuscany!

4.97 out of 5 average rating, 102 reviews

Home in Torreone

Tuscany House | View Breathtaking

Casa Belvedere is 10 minute drive from the center of Cortona. Is located along an old Roman road and enjoys a spectacular view of Cortona. Equipped cooking, 2 double room, 2 bathrooms, sofa bed, large garden with provides all the comforts to relax, sunbathe and have lunch under the pergola, enjoying the view of Cortona and the Val di Chiana.

4.96 out of 5 average rating, 362 reviews

Apartment in Cortona

Cortona Shabby Chic House (Independent & balcony)

Il mio alloggio è situato in pieno centro storico a soli pochi passi dalle piazze e vie principali. Questo grazioso appartamento è di recente ristrutturazione e può ospitare fino a 3 persone. Appartamento indipendente con entrata singola tutto in un solo piano. Arredato con cura e dotato di tutti i comfort.

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Popular amenities for Monsigliolo vacation rentals

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Pool

Free parking on premises

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Other great vacation rentals in Monsigliolo

Home in Castiglion Fiorentino

5 out of 5 average rating, 36 reviews

Hidden gem in Tuscany

MitchellRating, 5 stars1 month ago

Where to start? I truly can't say enough good things about this property. It exceeded expectations in every way. From start to finish, our time here was a delight. Amanda was responsive, helpful, and accommodating. The location is remote, and a bit of adventure to get to, but Amanda had communicated that and we were prepared with the proper rental car that made it a breeze. The house is beautifully appointed, has every amenity, and lots of perfect spaces for both quiet moments and areas to gather with your group. The outdoor spaces and pool area are lovely, beautifully landscaped, and the views are spectacular. Book this place; you won't be sorry.

5 out of 5 average rating, 7 reviews

Home in Monsigliolo

[5 minutes from Cortona]The farmhouse of Cortona

denizRating, 5 stars1 month ago

Antonella was a great host, very quick response to our questions, always had positive communication with us. Her house was an extraordinary house, this stone house and antique items from the 1800s were a very nice experience for us. The house was very nice and in a quiet location. Antonella had provided us with everything we needed, gave us a lot of activities and local advice, what we were able to do from what she recommended really pleased us very much, it was nice advice. We would recommend this house to anyone who wants to spend a quiet Tuscan holiday. If we go back here, Antonella's house will be our choice again.

Villa in Cortona

5 out of 5 average rating, 3 reviews

Loft

Maria VRating, 5 stars3 weeks ago

Beautiful villa and prompt response from host. Couple of suggestions (just thinking of ways it could have been easier or better for guests). If you have luggage you will have to pull through gravel to get to the villa. This was a little bit inconvenient but not earth shattering.

4.96 out of 5 average rating, 56 reviews

Guest suite in Cortona

Il Noce – Peaceful Tuscan Haven with Pool & Views

TimoRating, 5 stars3 weeks ago

Everything went really well with Giovanni, a great host! The accommodation was absolutely wonderful, gorgeous and peaceful. Just everything we needed for our vacation. Thank you so much for everything🙏🏼

4.84 out of 5 average rating, 85 reviews

Nonna Nesti Vacation Home

VildaRating, 5 stars4 days ago

Sabrina welcomed us with warmth and we had a great but short stay. We can recommend the property!

5 out of 5 average rating, 6 reviews

Palazzo Passerini, Luxury Townhouse, Cortona

KarenRating, 5 stars1 month ago

Wow!! The home is beyond beautiful and extremely tasteful decorated. From the upstairs bedroom, the view is incredible. My family loved every aspect of the home and we enjoyed spending time together in the spacious living room. It is in the heart of Cortona, so we were able walk everywhere. Special thanks to Marialena, as she ensured we had everything we needed and helped us arrange rides from and to the train station. We can’t wait to return to stay here again!

4.97 out of 5 average rating, 95 reviews

Home in Ossaia

700 year old restored tuscan home

CorinneRating, 5 stars3 weeks ago

liesl’s home was such perfect stay for our time in cortona. it is just a short drive from the city. the home has such a wonderful view and the beds were comfortable. I would definitely come back again to visit!